Happy Friday friends!! I’m sad to say that our winter weather days may be behind us shortly, but I guess I shouldn’t complain because our weather lately has been quite nice! We’ve gotten to spend lots of time comfortably outside and that’s a rarity around here. Our summers are brutal so we always look forward to cold winter days where we get to bundle up in boots, scarves and sweaters.
Even though we’re warming up, I see so many of y’all are still getting cold and snow. For your winter wardrobe inspiration, I rounded up 30 outfits for cold(ish) weather and categorized them into: 1) jeans, 2) leggings, 3) dresses, 4) black pants, 5) winter white, and 6) a pop of red, highlighting my tried and true favorites with fit info for you since I know it can be hard to shop online without the benefit of a try-on. I always feel like I’m wearing the same thing everyday, so this was inspiring to me too to see how much I’ve mixed and matched these last few months.
Even though we’re warming up, I see so many of y’all are still getting cold and snow. For your winter wardrobe inspiration, I rounded up 30 outfits for cold(ish) weather and categorized them into: 1) jeans, 2) leggings, 3) dresses, 4) black pants, 5) winter white, and 6) a pop of red, highlighting my tried and true favorites with fit info for you since I know it can be hard to shop online without the benefit of a try-on. I always feel like I’m wearing the same thing everyday, so this was inspiring to me too to see how much I’ve mixed and matched these last few months.
Apparently, I like to wear jeans as it’s the biggest category, but as you’ll see below, I mostly wore either my bootcut jeans, favorite curvy skinny jeans, or my distressed jeans. By changing up the top, shoes and accessories, it looks like you have a whole new outfit! I almost always wear my Blue Aviators (see the fit trick here– I can’t believe it was that easy!) or the Kate Spade sunnies I got at the Nordstrom Anniversary sale. This pair is a great dupe for only $12.
Bootcut Jeans 40% off, only $54 now! (similar here with slightly different wash)- These are the add-10 inches jeans that make even the shortest of us ladies look like we have long legs. They run big, so size down. They have a lot of stretch, which makes them ultra comfy, but also looser throughout the day. I’m wearing 0P and the length is fine on me with a heel and I didn’t have to alter them. To maximize the leg-lengthening effect, wear a pointy toe shoe and tuck your top in.
Skinny Jeans 40% off – These skinny jeans are my go-to that I scored on sale and they are on sale again. They are great because even though they are “skinny” style, they still fit my athletic, ie. bigger thighs, but the waist doesn’t gap in the back. The mostly solid dark wash makes them easy to dress up with heels for a night out. They run TTS, I’m in 25.Can’t beat under $100 for this designer denim!
Distressed Jeans (25) – Unfortunately this budget friendly pair of distressed jeans sold out, but this is a good light blue pair for $88, and fits TTS. Mine were super long on me, so I had to get them altered.
Bootcut Jeans (0P) | Black Turtleneck (XSP) | Similar Heels (40% off) | Leopard Clutch | Necklace | Tassel Earrings | Similar Sunglasses $12 | Leopard Skinny Belt
Cable Knit Poncho ($49.50, $17.99) | Striped Turtleneck | Blue Aviators | Rebecca Minkoff Tote | (old boots) Similar Boots | Jeans 40% off
Bootcut Jeans 0P | Blouse XS | Necklace | Similar Heels | Reversible Tote | Similar Faux Fur Vest & here | Ring | Earrings
Pocket Sweater | Skinny Jeans 40% off | Peep Toe Booties | Similar Plaid Scarf | Sunglasses | Reversible Tote | Hoop Earrings | Bracelet | Similar Ring | Necklace
top | tank | Skinny Jeans 40% off | crossbody bag 50% off | boots | necklace | jean jacket | bracelet (similar for less)
Plaid Poncho | Long Sleeve Tee (XS) | Budget Bootcut Jeans (0P) | Zip Satchel sold out, but check out this super cute Studded Satchel) | Black Pumps | Link Bracelet (Similar for Less) | Similar Link Necklace | Blue Aviators | Kendra Scott Boone Ring
Sweater | Distressed Jeans (25) | Plaid Infinity Scarf | Peep Toe Booties | Similar Tote | Earrings | Sunglasses
Cardigan Sweater (S/M) | Fave U-Neck Tank US 4 ($18) | Budget Bootcut Jeans (0P) | Red Heels | Pendant Necklace | Blue Aviators | Red Lipstick “Brave Red” | White Nails
Wrap Sweater | Ripped Jeans $45 (Similar Here $64) | White Tank ($18) | Necklace | Similar Bag | Heels | Similar Sunglasses $12
Cold Shoulder Sweater | Bootcut Jeans | Similar Necklace & Here | Scarf | Similar Scarf & Here | Bag | Heels
Striped Sweater 30% off | Vest | Skinny Jeans 40% off | Wedge Booties $130, $65 | Blue Aviators | Rebecca Minkoff Tote | Gorjana Necklace
cardigan XXS | booties (grey) | similar statement necklace & here | similar wrap bracelet sunglasses (similar $12 dupes 50 mm sunglasses & 55 mm cat eye sunglasses)
Sweater | Skinny Jeans 40% off | OTK Boots 25% off | MK Bag | Similar Necklace & Here | Military Jacket
Koolaburra by UGG | Cowl Neck Sweater | Ripped Jeans | Leopard Clutch | Sunglasses (Similar for Less) | Hoop Earrings
Hue leggings – I was long overdue for a pair of good leggings, and y’all finally convinced me to try the Hue wide waistband leggings and I’m honestly hooked. Most leggings have a skinny waistband that’s not all that comfortable or flattering, but this wide one is. The leggings are nice and thick too, so I felt totally secure in them if that makes sense. I got size XS and they fit great with room to stretch if I needed it. They are longer at the ankle, but it’s not a concern because they ankle will never show since I wear them with boots. The brown and grey are on sale 40% off!
try Hue Leggings Leggings $36 | Plaid Tunic | Tank Top $12 | Blue Aviators | Similar Tall Boots | Similar Puffer Vest | Faux Leather Reversible Tote
Stripe Cowl Neck Tunic XS
Cold Shoulder Sweater XS | Faux Leather Spanx Leggings (SMALL) | Leopard Clutch | Necklace | Earrings
Faux Leather Spanx Leggings | Layered Look Sweater (more here & here) | Heels | Similar Statement Necklace | Similar Sunglasses
Dress on sale | Peep Toe Booties | Similar Puffer Vest (Under $50) | Vera Bradley Quilted Crossbody Bag & Here | Similar Simple Necklace
Similar Turtleneck Dress XS | Pendant Necklace | Kids Hunter Boots (Adult Hunter Boots) | Knee Socks | Scarf | Ring | Hoop Earrings | Sunglasses
Dress (similar in black) similar | Keyhole Dress (under $50) | OTK Boots | similar Crossbody
Knit Cowl Shift Dress $49, $29 Pendant Necklace | Peep Toe Booties | Leopard Clutch | Ring | Hoop Earrings | Similar Sunglasses $12
Black Crop Skinny Jeans – These black crop skinny jeans hit me right at the ankle and I love them! They are comfy and make you look like a skinny mini- I guess the black and way they are cut are slimming. They run TTS, I’m in size 25. They were one of my Must Haves for Fall and are under $80!
Black Lace Top XS | Black Cami | Skinny Black Pants | Similar Black Pumps | Similar Sunglasses $12 | Black Cuff Bracelet | Similar Quilted Crossbody Bag $20
Similar Grey Clutch | Similar Black Heels | Similar Hoop Earrings | Similar Black Belt
ANN TAYLOR | 40% off Full-Priced Dresses & Skirts, code GET40
GAP | 40% Til Noon, 35% off Til Midnight, code QUICK
GIGI NY | Insider Sale! – Shop the Winter Sale before the sale goes live to the public here.
Similar Black Puffer Vest | Similar Gingham Shirt (black) | White Tank | Black Skinny Jeans | Blue Aviators ($24 Dupe) | Black Kids Hunter Boots
Favorite White Jeans – I’m sure you’ve heard me raving about this pair of white jeans that I’ve had for years and swear by. They are the best white jeans I’ve tried because they are 99% cotton, 1% spandex and fit like a real jean as opposed to a jegging. That means they are opaque and any lumps and bumps are perfectly smooth! YAAASSS!!! They fit TTS, I wear 25. They were just on sale, and might have run out, but they always restock so keep a lookout.
Stretch Corduroy Skinny Pants – If you want a change from your typical jeans and pants, these corduroy might be your answer. They are very flattering and come in regular and petite so you can find your right fit. The 0P fit me, but are still a little long, so I roll them up a half cuff. They’re currently 50% off and come in tons of colors. The black would be perfect and go with everything!
White Jeans 25 | Favorite White Tank $18 US4 | Similar Short Sleeve Cardi | Grey OTK Boots | Bag | Necklace
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Stretch Corduroy Skinny Pants | Military Jacket XXS | Ribbed Long Sleeve Top XS | Peep Toe Booties | Reversible Tote | Pendant Necklace (For Less) | Sunglasses | Hoop Earrings
Military Jacket | Stretch Corduroy Skinny Pants | Peep Toe Booties | Faux Leather Reversible Tote | Blue Aviators
I just posted this first outfit this week, with a full review of these Sloan Skinny Pants. They are a mid-rise, ankle length pant that’s fitted through the hip and thigh- which is why I call them the “Skinny Pants”. They come is so many fun colors and patterns now too. I had to size UP in these, to a size 2P- I couldn’t even get the 0P on!
Skinny Pants 2P | Striped Turtleneck | Similar Puffer Vest $89, $25 | Nude Heels | Blue Aviators Kendra Scott Pendant Necklace | Red Lipstick “Brave Red” | Similar Black Bag
You can join me on Instagram too, where I post everyday outfits and inspiration to wake up your wardrobe.
ANN TAYLOR | 40% off Full-Priced Dresses & Skirts, code GET40
GAP | 40% Til Noon, 35% off Til Midnight, code QUICK
GIGI NY | Insider Sale! – Shop the Winter Sale before the sale goes live to the public here.
LOFT | 40% off Full Price Styles, including tons of new arrivals
I love the flare/bootcut jeans!! So many people are just doing styles with skinny pants and I despise them.
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Thank you! I like my skinnies but these are nice for a change. I always feel the bootcut look better with a heel, so I wouldn't wear flats with them since I'm so short.
Great outfits. The weather has been so crazy here too. Warm yesterday, and now cold and windy today. You never pack up clothes here in Georgia.
So funny you say that, because I'm about ready to pull down the shorts I packed away in the attic! I cant' wait to see what's hiding up there!
love your style and lovely pics!!!
Thank you! 😉
Lots of good outfit ideas, thanks for doing a nice round-up!
So glad you got some outfit inspiration here Kristen! Hope you had a great weekend!
I agree with Stephanie. Love flare/bootcut jeans! Not a big fan of the skinny jeans. Thanks for the fashion inspiration.
It's nice to change it up! That's also why I love my black crop skinny jeans so much.
All so cute! I love how you show the rainboots with an outfit. I like the jewlery ideas too! Thanks!
I just got those rainboots this year and already got lots of wear out of them. It rains so much in Houston!